As August rolls into September, there’s still plenty of fun to be had as New England weather typically stays nice for a while! If you’re like me and are looking for some ideas to round out your summer and kick off fall in Boston before school starts, here are a few that are marinating in my mind:

fall in Boston - Boston Moms Blog

1. Beached out? Hop on a boat!

We are so lucky to live by the sea, but if you’ve had your fill of the beach this year, why not take a boat ride? You can take a ferry from Long Wharf in Boston to the Harbor Islands — Spectacle Island and Georges Island — and the MBTA ferry to points north and south, such as Charlestown and Hingham/Hull. Enjoy the breeze and explore new lands!

2. Pack a picnic and head for the Esplanade

The Esplanade offers many free outdoor concerts and movies through the end of summer. How magical does it sound to catch some live music or a favorite family movie while sitting under the stars beside the Charles River? 

3. Dine al fresco in the city (with a side of prime people watching)

Boston offers countless restaurants that open their windows in the warmer months and/or offer patio seating. Enjoy a delicious meal and watch the city life bustling by at any of the neighborhood restaurants that offer outside dining!

4. Go on a wishing well scavenger hunt — and make wishes!

There are so many beautiful fountains around Boston that double as wishing wells; I know my kids would love nothing more than to plot out a map of many of these wells and traverse the city to find them and throw their pennies in while making wishes (perhaps for an exciting school year ahead?!).

5. Explore as many new playgrounds as possible

While this may sound mundane at first, if you think about it, how often do you and your kids frequent the same playgrounds every single day? I know we do! Go outside your comfort zone and explore play areas you’ve never visited before, and with this will come excitement, awe, and adventure!

What types of activities do you have lined up as summer winds down?



Kate Cotter
Kate came to New England for college a decade and a half ago, and fell in love with all things Boston. She is the mom of two beautiful baby boys, ages 2.5 & 10 months, and loves watching them explore this lovely area of the country, experiencing Boston through their eyes. Heart-filling: spending time with my family, spontaneous hugs, kisses and “I love you Mommy” from my boys, reading great books, fall in New England, the Adirondacks, golden retriever puppies (don’t have any yet!), coffee, champagne, and serendipity. Can do without: Boston traffic, inconsiderateness, never-ending winters and stir-craziness.